Selective cleavage of the carbon-sulphur and carbon-oxygen bonds in methoxythioanisoles
作者:L. Testaferri、M. Tiecco、M. Tingoli、D. Chianelli、F. Maiolo
DOI:10.1016/0040-4020(82)80028-8
日期:——
Selective cleavage of thioether of ether functions in methoxythioanisoles in hexamethylphosphoramide (HMPA) with sodium gives methoxythiophenols by cleavage of the carbon-sulphur bond. Reactions with sodium isopropanethiolate give instead the thiomethoxyphenols by dealkylation of the methoxy function. When the methoxythioanisoles were treated first with sodium isopropanethiolate and then with sodium
六甲基磷酰胺(HMPA)中甲氧基硫代苯甲醚中的醚官能团硫醚的选择性裂解与钠反应,通过碳硫键的裂解得到甲氧基硫酚。与异丙硫醇钠的反应通过使甲氧基官能团脱烷基而得到硫代甲氧基苯酚。当先用异丙硫醇钠然后用钠处理甲氧基硫代苯甲醚时,通过巯基酚的形成可实现完全脱烷基。与合成甲氧基硫酚,硫代甲氧基苯酚和巯基酚的现有方法相比,本方法具有明显的优点。还讨论了所研究反应的机理含义。